Ethyl Acetate → 4-Chloro-5-(2,4-difluorophenoxy)-2-methylsulfanylpyrimidine

HRID 575630

反応式

HRID 575630 の反応式
[F:1][C:2]1[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:3]=1[O:4][C:5]1[C:6](O)=[N:7][C:8]([S:11][CH3:12])=[N:9][CH:10]=1.O=P(Cl)(Cl)[Cl:21].CC(=O)OCC>[N+](C)(C)(C)C.[Cl-].CC#N>[Cl:21][C:6]1[C:5]([O:4][C:3]2[CH:14]=[CH:15][C:16]([F:18])=[CH:17][C:2]=2[F:1])=[CH:10][N:9]=[C:8]([S:11][CH3:12])[N:7]=1

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 24813Phosphorus oxychlorideHCID 1785034745-(2,4-Difluorophenoxy)-2-methylsulfanylpyrimidin-4-ol

生成物 1

HCID 1180215104-Chloro-5-(2,4-difluorophenoxy)-2-methylsulfanylpyrimidine収率 70.6%

試薬・触媒・溶媒 2

HCID 6379Tetramethylammonium chloride触媒HCID 6342Acetonitrile溶媒

実験手順

The title compound of step 1 (5.30 g, 19.63 mmol), POCl3 (18.06 g, 117.78 mmol), (Me)4NCl (3.23 g, 29.47 mmol) in dry CH3CN (60 mL) was refluxed for 12 h. The mixture was poured into ice-water (50 mL) and subjected to EA extractive work up. Concentration under vacuum gave impure title compound (4.0 g), which was carried on to the next step.

後処理

  1. concentrationConcentration under vacuum

出典と根拠

ORDレコード
ord-2f82fdc61f9b4b55907d79248a37c441
出典データセット
uspto-grants-2015_05
特許番号
US09034900B2

関連ノート

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